[ CAS No. 86477-09-0 ] {[proInfo.proName]}

Name: 86477-09-0|Ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate|95%
Brand: Ambeed
SKU: A226076
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COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 86477-09-0 ]

CAS No. :	86477-09-0	MDL No. :	MFCD11975789
Formula :	C₉H₁₂N₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	MGGGSJRWNQFCLE-UHFFFAOYSA-N
M.W :	180.20	Pubchem ID :	12841166
Synonyms :

Calculated chemistry of [ 86477-09-0 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	5
Fraction Csp3 :	0.56
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	47.23
TPSA :	44.12 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.58 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.04
Log Po/w (XLOGP3) :	1.15
Log Po/w (WLOGP) :	1.01
Log Po/w (MLOGP) :	0.98
Log Po/w (SILICOS-IT) :	1.22
Consensus Log Po/w :	1.28

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.77
Solubility :	3.07 mg/ml ; 0.017 mol/l
Class :	Very soluble
Log S (Ali) :	-1.67
Solubility :	3.84 mg/ml ; 0.0213 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.72
Solubility :	3.43 mg/ml ; 0.0191 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.36

Safety of [ 86477-09-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 86477-09-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 86477-09-0 ]
Downstream synthetic route of [ 86477-09-0 ]

[ 86477-09-0 ] Synthesis Path-Upstream 1~5

1
[ 98262-66-9 ]
[ 623-47-2 ]
[ 86477-10-3 ]
[ 86477-09-0 ]

Yield	Reaction Conditions	Operation in experiment
57%	at 120 - 122℃; for 12 h;	A solution of 3a,4,5,6-tetrahydro-3-oxo-3H-pyrrolo[1,2-c][1,2,3]oxadiazol-7-ium ylide (13.5 g, 0.107 mole, crude, from example 4) and ethyl propiolate (15.8 g, 16.3 ml, 0.16 mole) in dry N,N-dimethylformamide (50 ml) is stirred and heated to 120-122° C. under a nitrogen atmosphere for a period of 12 hours. The reaction is monitored for completion by HPLC [Prodigy ODS3 4.6.x.150 mm column, with a 10 minutes gradient from 90:10 to 10:90 water/acetonitrile with 0.02percent trifluoroacetic acid. Retention times under these conditions were: 2.6-2.7 min for ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate (the desired, more polar isomer) and 2.8-2.9 min for ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate (the less polar, undesired isomer). The UV detector was set at 215 nm, because at 254 nm the two isomers absorbed very differently, and the undesired isomer was almost undetectable). The mixture is then evaporated to a dark syrup under oil pump vacuum using a bath temperature up to 50° C. The ratio of the esters in the dark syrup is determined by NMR, as 2.13 to 1 in favor of the desired ester, ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate. The dark syrup is diluted with toluene and the solution is applied to a column of silica gel (500 mL) prepacked in hexanes by washing onto the column with hexanes. Elution is with hexanes-ethyl acetate mixture (4:1) followed by hexanes-ethyl acetate (1:1). Fractions are monitored by HPLC (same conditions as above). Fractions that contained both esters are combined and chromatographed once more. Fractions containing only ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate are combined and concentrated to give 11 g (57percent) of the pure ester as white crystals, m. p. 41-43° C. Similarly, 6.5 g (33.7percent) of ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate is obtained as white crystals, m.p. 35-37° C.
41%	at 120 - 125℃; for 8 - 11 h;	The 3a,4,5,6-Tetrahydro-3-oxo-3H-pyrrolo[1,2-c][1,2,3]oxadiazol-7-ium ylide (971 g, 7.70 mol, made as in example 2) and 1,2-diethoxyethane (DEE, 2913 mL) are charged to a multinecked 12 L round bottom flask, is equipped with a water cooled condenser, and purged with nitrogen. The stirred solution is heated to 120-125° C. under a nitrogen atmosphere and ethyl propiolate (971 g, 9.90 mol) is added dropwise over a period of 3 hours (carbon dioxide evolution). The reaction is held at 120-125° C. for about 5 hours until the conversion is >99percent (<1percent of residual 3a,4,5,6-tetrahydro-3-oxo-3H-pyrrolo[1,2-c][1,2,3]oxadiazol-7-ium ylide, by GC-MS analysis). The mixture is then concentrated under oil pump vacuum using a rotary evaporator with a bath temperature up to 70° C. to a residue. About 1.5 kg of toluene is then added to the residue and the mixture is concentrated once more. A dark oil is obtained [1218 g, 46.9percent strength, (HPLC) in 41percent (real yield of ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate, from crude 3a,4,5,6-tetrahydro-3-oxo-3H-pyrrolo[1,2-c][1,2,3]oxadiazol-7-ium ylide]. [TABLE-US-00001] Ratio of 2- Ylide, Ester to 3- Addition Hold 3, Product 2-Ester Ester Time Time starting Crude 2-Ester percent Yield by GC-MS Solvent Temp° C. (hours)* (hours)** (g) (g) Wt percent (crude to real) (Area percent) DEE 120-125 3 5 971 1218 46.9 41 58/42 DEE 120-125 3 6.2 1400 1988 48.2 47 60/37 DEE 120-125 3 8 827 1075 45.5 42 57/40 Addition time is the time taken to add the reagent, ethyl propiolate. *Hold time is the time the reaction is allowed to run beyond the addition time. The total reaction time is the sum of the addition time and the hold time.
42 %Chromat.	at 120 - 125℃; for 5 h;	To 3a,4,5,6-Tetrahydro-3-oxo-3H-pyrrolo[1,2-c][1,2,3]oxadiazol-7-ium Ylide (29.3 g, 0.232 mol prepared as in example 2) and chlorobenzene (97.2 g) under a nitrogen atmosphere at 120-125° C. is added dropwise ethyl propiolate (29.3 g, 0.299 mol) over a period of about 2 hours (carbon dioxide evolution). The reaction is held for about 3 hours until the conversion is >99percent (<1percent residual according to GC-MS analysis). The GC-MS ratio of the desired isomer, ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate, to the undesired isomer, ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate, is 59/41 The mixture is then washed with water (50 mL). The organic phase is concentrated under oil pump vacuum up to a bath temperature of about 70° C. to afford a residue as a dark oil [39.1 g, 45.3percent strength (HPLC) in ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate, 42percent (real yield of 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate from crude 3a,4,5,6-tetrahydro-3-oxo-3H-pyrrolo[1,2-c][1,2,3]oxadiazol-7-ium ylide)]. The oil is characterized by HPLC, NMR.

Reference： [1] Patent: US2004/242874, 2004, A1, . Location in patent: Page 13-14
[2] Indian Journal of Chemistry - Section B Organic Chemistry Including Medicinal Chemistry, 1991, vol. 30, # 2, p. 169 - 175
[3] Patent: US2004/242874, 2004, A1, . Location in patent: Page 12-13
[4] Patent: US2004/242874, 2004, A1, . Location in patent: Page 13
[5] Organic Process Research and Development, 2006, vol. 10, # 4, p. 712 - 716

2
[ 98262-66-9 ]
[ 623-47-2 ]
[ 86477-09-0 ]

Reference： [1] Patent: EP1241170, 2002, A2, . Location in patent: Page 47

3
[ 86477-05-6 ]
[ 623-47-2 ]
[ 86477-10-3 ]
[ 86477-09-0 ]

Reference： [1] Tetrahedron Letters, 1983, vol. 24, # 10, p. 1067 - 1070
[2] Tetrahedron Letters, 1983, vol. 24, # 10, p. 1067 - 1070

4
[ 86477-09-0 ]
[ 796729-03-8 ]

Yield	Reaction Conditions	Operation in experiment
57%	With water; sodium hydroxide In 1,4-dioxane at 65℃; for 2.5 h;	Example 162a 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic Acid 162a A 25-mL round-bottomed flask equipped with a reflux condenser was charged with ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate (540 mg, 3.0 mmol), 2N Aqueous sodium hydroxide solution (3.5 mL), and 1,4-dioxane (3.0 mL). The system was heated at 65° C. for 2.5 h. It was then cooled to room temperature and adjusted the pH to 2-3 with concentrated HCl. The solid was collected by filtration to afford 162a (260 mg, 57percent) as a yellow solid. MS-ESI: [M+H]⁺ 153.3

Reference： [1] Patent: US2013/116246, 2013, A1, . Location in patent: Paragraph 0581
[2] Patent: EP1241170, 2002, A2, . Location in patent: Page 59

5
[ 86477-10-3 ]
[ 86477-09-0 ]
[ 796729-03-8 ]

Yield	Reaction Conditions	Operation in experiment
81%	Stage #1: With potassium hydroxide In ethanol at 10 - 26℃; for 4.2 - 5.5 h; Stage #2: With hydrogenchloride In water	A freshly prepared solution of potassium hydroxide (87.6percent w/w pellets, 307.6 g, 4.80 mol) in 2B ethanol (absolute, 1862 mL) is added over a period of 1 hour to a stirred solution of 1063.6 g [46.5percent strength (HPLC), 2.744 mol real)] of the ester mixture [(from example 5), ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate) and ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate] in 2B ethanol (absolute, 1276 mL) under a nitrogen atmosphere, while maintaining the temperature in the range 15-22° C. The mixture is stirred for 4-7 hours until ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate, is consumed, as determined by HPLC [Column: Zorbax Eclipse XDB-C8, 4.6.x.150 mm. Eluant: Acetonitrile/water; wavelength 225 nm. Retention times: potassium 5,6-dihydro-4H-pyrrolo-[1,2-b]pyrazole-2-carboxylate, 1.3 min., ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate, 6.4 min., ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate, 7.3 min., N-methoxy-N-methyl-5,6-dihydro-4H-pyrrolo[1,2-b]-pyrazole-2-carboxamide, 2.7 min.] The slurry is filtered and the filter cake is washed with 2B ethanol (1800-2400 ml in portions). The wet cake is dried under vacuum at 60-65° C. to constant weight. Crude potassium 5,6-dihydro-4H-pyrrolo-[1,2-b]pyrazole-2-carboxylate [426.3 g, 81percent (based on calcd. quantity of] is obtained as a tan, hygroscopic, solid, which is characterized using NMR, HPLC, KF and ash determinations. The cake may optionally be reslurried in 2B ethanol, if necessary, to remove impurities (such as potassium 5,6-dihydro-4H-pyrrolo-[1,2-b]pyrazole-3-carboxylic acid). The product of the example is used directly in the next step (see example 10). [TABLE-US-00002] Starting KOH/EtOH KOH/EtOH Reaction 2-Acid 2-Acid Crude esters Real Addition Addition Hold K Salt K Salt 2-Ester/3-Ester 2-Ester Time Temp Time Product percent yield (g) (g) (hours) ° C. (hours) (g) real to crude 587 275 1 20-25 4 249 85 1064 494 1 17-26 4 426 81 1967 948 1.5 16-18 4 816 81(a) 2700 1150 1.2 10-20 3 1039 86(a) (a)Reslurried with 4 volumes ethyl alcohol to remove residual impurities
48%	Stage #1: With sodium ethanolate In ethanol at 15 - 22℃; for 10 h; Stage #2: With hydrogenchloride In water	Sodium ethoxide solution, in denaturated ethanol (21 wt percent, 12 ml, 38 mmol) is added to 6.9 g (38 mmol) of the crude mixture of esters, ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate and ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate in 3A ethanol (containing 3, 7percent water, 15 ml) and the mixture is stirred for 10 hours under a nitrogen atmosphere at 15-22° C. Consumption of ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate, is monitored by HPLC [Prodigy ODS3 4.6.x.150 mm column, 10 minutes gradient from 90:10 to 10:90 water/acetonitrile with 0.02percent trifluoroacetic acid, UV detection at 215 nm. Retention times under these conditions were: 2.6-2.7 min. for ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate (the desired, more polar isomer), 2.8-2.9 minutes for ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate (the undesired, less polar isomer) and 0.86 minutes for 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid]. The resulting mixture is evaporated under diminished pressure to a residue as a syrup. The syrup is mixed with ether (25 ml), and the resulting precipitate is collected on a filter. The hygroscopic filter cake is washed with diethyl ether (100 ml) and then dissolved in water (10 ml). The pH of the solution is adjusted to a value of 2 with 1N hydrochloric acid and the mixture extracted with ethyl acetate (3.x.25 ml). The combined organic extract is dried over magnesium sulfate and evaporated to give 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid as an off-white solid (1.40 g, 48percent), m.p. 140-145° C., which is characterized by NMR, mass spectrum, elemental analysis, and HPLC (Prodigy ODS3 4.6.x.150 mm column, with a 20 min gradient from 95:5 to 30:70 using water/acetonitrile with 0.02percent trifluoroacetic acid and UV detection at 215 nm. The retention time for 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid was 7.2 minutes) The product of the example is used directly in the next step (see example 13).

Reference： [1] Patent: US2004/242874, 2004, A1, . Location in patent: Page 14-15
[2] Patent: US2004/242874, 2004, A1, . Location in patent: Page 14

[ 86477-09-0 ] Synthesis Path-Downstream 1~2

1
[ 86477-09-0 ]
[ 796729-03-8 ]

Yield	Reaction Conditions	Operation in experiment
65%	With water; sodium hydroxide; at 0 - 20℃; for 3h;	Add 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid ethyl ester (3.10 g, 17.2 mmol) and 30 mL of water to a 100 mL vial and cool to 0 C.Add sodium hydroxide solid (4.8 g, 86.0 mmol), stir to dissolve,Transfer to room temperature for 3 h, TLC detection reaction is completed,Wash once with 30 mL of DCM, adjust the pH of the aqueous phase to about 5 with concentrated hydrochloric acid.A white solid is precipitated and suction filtered to obtain a part of the product.The filtrate was extracted 3 times with 50 mL of EA, and the organic phases were combined and dried over anhydrous sodium sulfate.Filtered, concentrated,A total of 1.7g of light yellow solid, a yield of 65%,
57%	With water; sodium hydroxide; In 1,4-dioxane; at 65℃; for 2.5h;	Example 162a 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic Acid 162a A 25-mL round-bottomed flask equipped with a reflux condenser was charged with ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate (540 mg, 3.0 mmol), 2N Aqueous sodium hydroxide solution (3.5 mL), and 1,4-dioxane (3.0 mL). The system was heated at 65 C. for 2.5 h. It was then cooled to room temperature and adjusted the pH to 2-3 with concentrated HCl. The solid was collected by filtration to afford 162a (260 mg, 57%) as a yellow solid. MS-ESI: [M+H]+ 153.3

Reference： [1]Patent: CN108948019,2018,A .Location in patent: Paragraph 0372; 0384; 0385
[2]Patent: US2013/116246,2013,A1 .Location in patent: Paragraph 0581
[3]Patent: EP1241170,2002,A2 .Location in patent: Page 59

2
[ 86477-10-3 ]
[ 86477-09-0 ]
[ 796729-03-8 ]

Yield	Reaction Conditions	Operation in experiment
81 - 86%		A freshly prepared solution of potassium hydroxide (87.6% w/w pellets, 307.6 g, 4.80 mol) in 2B ethanol (absolute, 1862 mL) is added over a period of 1 hour to a stirred solution of 1063.6 g [46.5% strength (HPLC), 2.744 mol real)] of the ester mixture [(from example 5), ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate) and ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate] in 2B ethanol (absolute, 1276 mL) under a nitrogen atmosphere, while maintaining the temperature in the range 15-22 C. The mixture is stirred for 4-7 hours until ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate, is consumed, as determined by HPLC [Column: Zorbax Eclipse XDB-C8, 4.6×150 mm. Eluant: Acetonitrile/water; wavelength 225 nm. Retention times: potassium 5,6-dihydro-4H-pyrrolo-[1,2-b]pyrazole-2-carboxylate, 1.3 min., ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate, 6.4 min., ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate, 7.3 min., N-methoxy-N-methyl-5,6-dihydro-4H-pyrrolo[1,2-b]-pyrazole-2-carboxamide, 2.7 min.] The slurry is filtered and the filter cake is washed with 2B ethanol (1800-2400 ml in portions). The wet cake is dried under vacuum at 60-65 C. to constant weight. Crude potassium 5,6-dihydro-4H-pyrrolo-[1,2-b]pyrazole-2-carboxylate [426.3 g, 81% (based on calcd. quantity of] is obtained as a tan, hygroscopic, solid, which is characterized using NMR, HPLC, KF and ash determinations. The cake may optionally be reslurried in 2B ethanol, if necessary, to remove impurities (such as potassium 5,6-dihydro-4H-pyrrolo-[1,2-b]pyrazole-3-carboxylic acid). The product of the example is used directly in the next step (see example 10). [TABLE-US-00002] Starting KOH/EtOH KOH/EtOH Reaction 2-Acid 2-Acid Crude esters Real Addition Addition Hold K Salt K Salt 2-Ester/3-Ester 2-Ester Time Temp Time Product % yield (g) (g) (hours) C. (hours) (g) real to crude 587 275 1 20-25 4 249 85 1064 494 1 17-26 4 426 81 1967 948 1.5 16-18 4 816 81(a) 2700 1150 1.2 10-20 3 1039 86(a) (a)Reslurried with 4 volumes ethyl alcohol to remove residual impurities
48%		Sodium ethoxide solution, in denaturated ethanol (21 wt %, 12 ml, 38 mmol) is added to 6.9 g (38 mmol) of the crude mixture of esters, ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate and ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate in 3A ethanol (containing 3, 7% water, 15 ml) and the mixture is stirred for 10 hours under a nitrogen atmosphere at 15-22 C. Consumption of ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate, is monitored by HPLC [Prodigy ODS3 4.6×150 mm column, 10 minutes gradient from 90:10 to 10:90 water/acetonitrile with 0.02% trifluoroacetic acid, UV detection at 215 nm. Retention times under these conditions were: 2.6-2.7 min. for ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate (the desired, more polar isomer), 2.8-2.9 minutes for ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate (the undesired, less polar isomer) and 0.86 minutes for 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid]. The resulting mixture is evaporated under diminished pressure to a residue as a syrup. The syrup is mixed with ether (25 ml), and the resulting precipitate is collected on a filter. The hygroscopic filter cake is washed with diethyl ether (100 ml) and then dissolved in water (10 ml). The pH of the solution is adjusted to a value of 2 with 1N hydrochloric acid and the mixture extracted with ethyl acetate (3×25 ml). The combined organic extract is dried over magnesium sulfate and evaporated to give 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid as an off-white solid (1.40 g, 48%), m.p. 140-145 C., which is characterized by NMR, mass spectrum, elemental analysis, and HPLC (Prodigy ODS3 4.6×150 mm column, with a 20 min gradient from 95:5 to 30:70 using water/acetonitrile with 0.02% trifluoroacetic acid and UV detection at 215 nm. The retention time for 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid was 7.2 minutes) The product of the example is used directly in the next step (see example 13).

Reference： [1]Patent: US2004/242874,2004,A1 .Location in patent: Page 14-15
[2]Patent: US2004/242874,2004,A1 .Location in patent: Page 14

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P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 86477-09-0 ] {[proInfo.proName]}

Quality Control of [ 86477-09-0 ]

Related Doc. of [ 86477-09-0 ]

Product Details of [ 86477-09-0 ]

Calculated chemistry of [ 86477-09-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 86477-09-0 ]

Application In Synthesis of [ 86477-09-0 ]

[ 86477-09-0 ] Synthesis Path-Upstream 1~5

[ 86477-09-0 ] Synthesis Path-Downstream 1~2

Related Functional Groups of [ 86477-09-0 ]

Esters

Related Parent Nucleus of [ 86477-09-0 ]

Other Aromatic Heterocycles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

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[ 86477-09-0 ]

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[ 86477-09-0 ]